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Paper | Regular issue | Vol 45, No. 2, 1997, pp.255-264
Published online, 1st January, 1970
DOI: 10.3987/COM-96-7613
Thienopyridone Antibacterials. Part I. A Synthesis of Some 7-Alkyl-2-chloro-1,4-dihydro-1-oxothieno[2,3-b]pyridine-5-carboxylic Acids

Mustafa M. El-Abadelah,* Salim S. Sabri, and Haneen A. Al-Ashqar

*Chemistry Department, Faculty of Science, University of Jordan, Amman 11942, Jordan

Abstract

A selected set of 7-alkyl-4-oxothieno[2,3-b]pyridine-5-carboxylic acids (7) and their methyl esters (6) were prepared by cyclization of the respective 3-N-alkylamino-2-(2,5-dichloro-3-thienoyl)acrylates (5) which, in turn, are accessible via methyl 3-(2,5-dichlorothien-3-yl)-3-oxopropanoate (3). Of the present series, the N-cyclopropyl derivative (7b) exhibited the highest potency against Escherichia coli (MIc = 0.5 μg/ml).